reverse meat face cowboy 

A sexual position in which the female straddles the males face and grinds incessantly.

Paul's just a regular 'ole reverse meat face cowboy.

reverse meat face cowboy by Rob February 9, 2005

Wigger in a cowboy hat 

basically the same thing as Cwigger. A usually male adolescent who feels he has the right to boast ignorantly about his hard life, and then runs around acting like a gangster while wearing a bandanna (his flag) and a cheap cowboy hat.

A person who is somehow able to love both Country music and rap/pop music at the same time and still be sane.

"Omg, can you believe that guy! He goes around talking so much crap and then doesn't back it up, then he goes and rocks out to Toby Keith ,, thinkin' he's a badass, what a wigger in a cowboy hat!!"

Wigger in a cowboy hat by Happynoodlegal July 8, 2009

Office Cowboy

Corporate office dewler (usually in management or above) always replete with pager, cell phone, blackberry, etc., who uses said devices in public areas such as an elevator in order to pretend to be busy and avoid contact with lesser employees.

Did you notice the office cowboy on the elevator? There was no way he could get reception in there.

Office Cowboy by Walk May 24, 2006

Jockstrap Cowboy 

The either open or closet homosexual who by choice collects the smelly athletic equipment from fellow male student athletes, calling himself a "trainer" or "equipment manager" as an feeble attempted coverup of his true intentions. The ultimate goal of the Jockstrap cowboy, also known as The "Jock Wrangler" and The "Sweaty Swiper" is to inhale the steamy grundle musk of his classmate's taint, bass, gouch, grundle, netheregions, basshole, and testes all at once.

Little Huey was chomping at the bit to be the new Jockstrap Cowboy for his High Schools Badminton team, despite his disappointment upon learning the true definition of a shuttlecock.

Jockstrap Cowboy by ChiliConCarne May 27, 2010

cock cowboy 

One who rides the cock the way a cowboy would ride a horse- by sitting on it and moving around a little. Can be male or female, and can take it in vagina or anus.

Myself: Sir, it is my earnest duty to report to you the fact that I have witnessed your son playing as a cock cowboy atop his strap-on clad sister.

Old man: ....?

cock cowboy by the slut formerly known as your mother October 1, 2004

cocksucking cowboy 

An alcoholic beverage consisting of two parts butterscotch schnapps to one part baileys irish cream, served in a shot glass.

"I'd like a cocksucking cowboy, please."

cocksucking cowboy by soundsofsilence May 12, 2010

flatbed cowboy

somebody who drives a flatbed truck. basically, country slang for a flatbed truck driver. It's an affectionate term.

"Just like that flatbed cowboy stacking US steel on a 3-day haul" ~'Fly Over States', Jason Aldean

flatbed cowboy by definitiondom October 12, 2013